反应 #49261

ord-7d2b35a6fcc24718a1fedb310af22cd2

反应方程式

CC(C)(C)OC(=O)N1CCC(N(C(=O)OC(C)(C)C)c2ccc3c(ccn3C(=O)OC(C)(C)C)c2)CC1
5-[1-(tert-butoxycarbonyl)-4-piperidyl-N-(tert-butoxycarbonyl)amino]-1-(tert-butoxycarbonyl)indole
CC(C)OB(OC(C)C)OC(C)C
triisopropyl borate
C1CCOC1.CC(C)[N-]C(C)C.CCCCCCC.CCc1ccccc1.[Li+]
LDA heptane THF ethylbenzene
CC(C)(C)OC(=O)N1CCC(Nc2ccc3[nH]ccc3c2)CC1
5-[1-(tert-butoxycarbonyl)-4-piperidylamino]indole
收率 62.0%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他followed by purification by slurry
  2. 2
    其他to obtain Compound BQ (177 mg, yield 62%)

实验过程

In a similar manner to Step 2 of Reference Example 1, 5-[1-(tert-butoxycarbonyl)-4-piperidyl-N-(tert-butoxycarbonyl)amino]-1-(tert-butoxycarbonyl)indole (320 mg, 0.621 mmol) was dissolved in THF (5 mL), and the solution was treated with triisopropyl borate (0.215 mL, 0.932 mmol) and LDA-heptane/THF/ethylbenzene solution (2.0 mol/L, 0.776 mL, 1.55 mmol), followed by purification by slurry using hexane to obtain Compound BQ (177 mg, yield 62%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07745641B2uspto-grants-2010_06